EP0102182B1 - Flame retarded resin composition - Google Patents

Flame retarded resin composition Download PDF

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Publication number
EP0102182B1
EP0102182B1 EP83304239A EP83304239A EP0102182B1 EP 0102182 B1 EP0102182 B1 EP 0102182B1 EP 83304239 A EP83304239 A EP 83304239A EP 83304239 A EP83304239 A EP 83304239A EP 0102182 B1 EP0102182 B1 EP 0102182B1
Authority
EP
European Patent Office
Prior art keywords
flame
compound
resin
resin composition
flame retarded
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
EP83304239A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0102182A1 (en
Inventor
Bunsaku C/O Hirakata Resin Laboratories Ito
Kimio C/O Hirakata Resin Laboratories Fukuda
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ube Corp
Original Assignee
Ube Industries Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ube Industries Ltd filed Critical Ube Industries Ltd
Publication of EP0102182A1 publication Critical patent/EP0102182A1/en
Application granted granted Critical
Publication of EP0102182B1 publication Critical patent/EP0102182B1/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/13Phenols; Phenolates
    • C08K5/136Phenols containing halogens

Definitions

  • This invention relates to a flame retarded resin composition. More particularly, this invention relates to a flame retarded composition comprising an inflammable resin and a flame retarder.
  • a flame retarder such as a phosphate ester, a halogen-containing phosphate ester, or a halogen compound is generally added to the inflammable resin.
  • halogen compound chlorine compounds were generally employed. However, except for a chlorinated polyethylene and polychlorocyclopentadecane (trade name: Decloran, available from Hooker Chemical Corp.), most of the halogen compound flame retarders have been recently replaced with bromine compound flame retarders. The reason for the replacement is thought as.follows: First, the bromine compound provides flame retarding effect several times as much as the chlorine comppond when compared at the same dosage level. Second, the bromine compound is less corrosive to metal surfaces of electric machinery and apparatus than the chlorine compound is. Third, the preparation of chlorine compound flame retarders possibly causes environmental pollutions.
  • the bromine compound flame retarders include a variety of types, such as an aliphatic compound type, an alicyclic compound type, and an aromatic compound type. These types of bromine compound flame retarders are properly employed depending upon nature of the resin to be flame-retarded and requirement level fo flame retarding. Nevertheless, the aliphatic bromine compound flame retarders generally are poor in both heat resistance and weather resistance, therefore are recently replaced with more stable alicyclic bromine compound flame retarders. Moreover, more stable aromatic bromine compound flame retarders are usually employed for resins requiring high stability.
  • TBA tetrabromobisphenol A
  • a primary object of the present invention is to provide a flame retarded resin composition comprising an inflammable resin and a flame retarder.
  • the present invention provides a flame retarded resin composition
  • a flame retarded resin composition comprising an inflammable resin and at least one tetrabromodihydroxydiphenylmethane selected from the group consisting of
  • the flame retarder namely, the compound I, compound II, and compound III, all of which are classified as tetrabromodihydroxydiphenylmethane, are employable alone or in combination.
  • the flame retarder of the invention may further comprise small amounts of trimer having the formula: and a tetramer having the formula:
  • the tetrabromodihydroxydiphenylmethane employed as the flame retarder in the invention can be prepared by condensating phenol with formalin and brominating the so obtained condensate consisting mainly of dihydroxydiphenylmethane in the hydroxyl group-free positions, namely, ortho- and para- positions.
  • the tetrabromodihydroxydiphenylmethane obtained as above generally comprises the compound I; compound II and compound III, in which compound I amounts to 4-24 mol%, preferably 10-20 mol%; compound II amounts to 35-55 mol%, preferably 40-50 mol%; and compound III amounts to 22-42 mol%, preferably 25-35 mol%.
  • the tetrabromodihydroxydiphenylmethane mixture obtainable as above generally contains the aforementioned trimer and tetramer.
  • the tetrabromodihydroxydiphenylmethane of the invention may comprise 80-99 mol%, preferably 85-95 mol%, of the compounds I, II, and III (I + II + III), and 1-20 mol%, preferably 5­15 mol%, of the trimer and tetramer (trimer + tetramer).
  • the inflammable resin there is no specific limitation on the inflammable resin.
  • the inflammable resin employable in the invention include polystyrene, AS resin, ABS resin, nylon 11, nylon 12, polypropylene, polyethylene, polymethyl methacrylate, polyurethane, polyvinyl chloride, phenol resin, and unsaturated polyester.
  • the flame retarded resin composition of the present invention preferably comprises.60-95 % (more preferably 70-92 %) by weight of an inflammable resin and 5-40 % (more preferably 8-30 %) by weight of tetrabromodihydroxydiphenylmethane.
  • the flame retarder of the present invention that is tetrabromodihydroxydiphenylmethane is, very uniformly dispersed in an inflammable resin. Accordingly, the resin composition containing tetrabromodihydroxydiphenylmethane is significantly improved in resistance to the conventional aromatic bromine compound flame retarders such as TbA (which are poor in dispersibility in inflammable resins, thus resulting in imparting poor resistance to flame to the resins), when employed at the same dosage level. Moreover, since tetrabromodihydroxydiphenylmethane shows high dispersibility in inflammable resins, the same can be incorporated uniformly into a resin in a relatively great amount so as to enable the inflammable resin to show highly improved resistance to flame.
  • TbA aromatic bromine compound flame retarders
  • tetrabromodihydroxydiphenylmethane in the flame retarded resin composition of the invention, can be comprised together with one or more other flame retarders and/or one or more flame-retarding assistants such as antimony trioxide. If necessary, other additives such as glass fibers and inorganic fillers, can be incorporated as well.
  • the so obtained product was analyzed in a high-speed liquid chromotography (HLC-802, manufactured by Toyo Soda Mfg. Co., Japan) and a gas chromotography (GC-7A, manufactured by Shimadzu Seisakusho Ltd., Japan) to reveal content of the product as follows; 13 mol. % 45 mol. % 32 mol. % 8 mol. % 2 mol. %
  • Standard UL-94 Underwriters-Laboratories Inc. of USA
  • ASTM D 2863 Fullability of Plastics Using the Oxygen Index Method.
  • Standard UL-94 test a test specimen catching fire on the cotton even for a few seconds were marked UL-94 V-2 according to the Standard.
  • test specimen for the oxygen index flammability test was freeze-dried and ruptured to show a cross-section, form which TBA or Retarder F was extracted with menthanol at room temperature for 30 min.
  • the cross-section of the ruptured specimen was then subjected to microscopic observation on the dispersibility by means of a scanning type electron microscope (H-6010 type, manufactured by Hitachi Ltd., Japan).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Fireproofing Substances (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
EP83304239A 1982-07-22 1983-07-21 Flame retarded resin composition Expired EP0102182B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP57126756A JPS5918735A (ja) 1982-07-22 1982-07-22 難燃性樹脂組成物
JP126756/82 1982-07-22

Publications (2)

Publication Number Publication Date
EP0102182A1 EP0102182A1 (en) 1984-03-07
EP0102182B1 true EP0102182B1 (en) 1986-07-30

Family

ID=14943137

Family Applications (1)

Application Number Title Priority Date Filing Date
EP83304239A Expired EP0102182B1 (en) 1982-07-22 1983-07-21 Flame retarded resin composition

Country Status (3)

Country Link
EP (1) EP0102182B1 (enrdf_load_stackoverflow)
JP (1) JPS5918735A (enrdf_load_stackoverflow)
DE (1) DE3364942D1 (enrdf_load_stackoverflow)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5465891A (en) * 1991-05-22 1995-11-14 Aladdin Industries, Inc. Beverage container holder

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3058946A (en) * 1958-08-05 1962-10-16 Michigan Chem Corp Plastic product comprising cured mixture of a brominated polyepoxide and a non-halogenated polyepoxide
US3347822A (en) * 1962-11-12 1967-10-17 Kalk Chemische Fabrik Gmbh Flameproofed synthetic resins
GB1158163A (en) * 1966-06-15 1969-07-16 Berk Ltd Improvements in or relating to Polymer Compositions
JPS5822095B2 (ja) * 1978-08-29 1983-05-06 第一工業製薬株式会社 アクリロイルまたはメタアクリロイル誘導体の製法
JPS57141448A (en) * 1981-02-25 1982-09-01 Furukawa Electric Co Ltd:The Antproofing resin composition

Also Published As

Publication number Publication date
JPS6363571B2 (enrdf_load_stackoverflow) 1988-12-07
DE3364942D1 (en) 1986-09-04
JPS5918735A (ja) 1984-01-31
EP0102182A1 (en) 1984-03-07

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